1-Chloro-3-(triphenyl phosphoranylidene)propan-2-one → (2-Isopropoxyethyl)-carbonylmethylenetriphenyl phosphorane

HRID 1733824Notes

Reaction equation

HRID 1733824 reaction equation
[Na].Cl[CH2:3][C:4]([CH:6]=[P:7]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].[CH:26]([O:29][CH2:30]C(C=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=O)([CH3:28])[CH3:27]>CCC(O)CC>[CH:26]([O:29][CH2:30][CH2:3][C:4]([CH:6]=[P:7]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5])([CH3:28])[CH3:27]

Participants

5

Reactant 3

HCID 2870041-Chloro-3-(triphenyl phosphoranylidene)propan-2-oneHCID 5360545SodiumHCID 15016599Isopropoxymethylcarbonylmethylenetriphenyl phosphorane

Product 1

HCID 15016572(2-Isopropoxyethyl)-carbonylmethylenetriphenyl phosphorane

Reagents, catalysts & solvents 1

HCID 114283-PentanolSolvent

Procedure

A solution of 3.04 g of sodium in 100 ml of 3-pentanol is reacted with 25.0 g of chloromethylcarbonylmethylenetriphenyl phosphorane analogously to the production of isopropoxymethylcarbonylmethylenetriphenyl phosphorane. The title compound is obtained as crystallized oil with a melting point of 66°-70° C.

Sources & evidence

ORD record
ord-61663a4397574c57a3f2de0a8e71935c
Source dataset
uspto-grants-1996_07
Patent number
US05532228

Reaction notes

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